title: Synthesis and cytotoxic activities of novel hybrid 2-phenyl-3-alkylbenzofuran and imidazole/triazole compounds.
abstract: A series of novel hybrid compounds of 2-phenyl-3-alkylbenzofuran and imidazole or triazole were prepared and evaluated in vitro against a panel of human tumor cell lines. The results suggest that the 2-ethyl-imidazole ring, and substitution of the imidazolyl-3-position with a 2-bromobenzyl or naphthylacyl group, were vital for modulating inhibitory activity. In particular, hybrid compound 31 was found to be the most potent derivative with IC₅₀ values of 0.08-0.55 μM against five strains human tumor cell lines and was found to be more selective against breast carcinoma (MCF-7) and colon carcinoma (SW480) (IC₅₀ values 40.8-fold and 40.1-fold lower than cisplatin (DDP)).
authors.affiliation: Key Laboratory of Medicinal Chemistry for Natural Resource (Yunnan University), Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, PR China.
authors.forename: Wen
authors.initials: W
authors.lastname: Chen
authors.forename: Xiao-Yan
authors.initials: XY
authors.lastname: Deng
authors.forename: Yan
authors.initials: Y
authors.lastname: Li
authors.forename: Li-Juan
authors.initials: LJ
authors.lastname: Yang
authors.forename: Wei-Chao
authors.initials: WC
authors.lastname: Wan
authors.forename: Xue-Quan
authors.initials: XQ
authors.lastname: Wang
authors.forename: Hong-Bin
authors.initials: HB
authors.lastname: Zhang
authors.forename: Xiao-Dong
authors.initials: XD
authors.lastname: Yang
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D001572:Benzofurans / Q000737:chemistry*; D001665:Binding Sites; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007093:Imidazoles / Q000737:chemistry*; D061986:MCF-7 Cells; D062105:Molecular Docking Simulation; D019869:Phosphatidylinositol 3-Kinases / Q000737:chemistry / Q000378:metabolism; D017434:Protein Structure, Tertiary; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D001572:Benzofurans; D007093:Imidazoles; D014230:Triazoles; C029899:imidazole; D019869:Phosphatidylinositol 3-Kinases; C105430:benzofuran